3-[(2S,3R,4S,5S,6R)-3-[(2S,3S,4S)-4-[[(2S,3S,4S)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4-dihydroxyoxolan-2-yl]oxy-4,5-dihydroxy-6-[[(2R,3S,4R,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)-7-methoxychromen-4-one

Details

• Internal ID: 2517123d-3318-4bdc-8cff-534139a98734
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: 3-[(2S,3R,4S,5S,6R)-3-[(2S,3S,4S)-4-[[(2S,3S,4S)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4-dihydroxyoxolan-2-yl]oxy-4,5-dihydroxy-6-[[(2R,3S,4R,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)-7-methoxychromen-4-one
• InChI: InChI=1S/C38H48O23/c1-14-22(42)25(45)27(47)33(57-14)53-9-20-23(43)26(46)30(61-36-32(49)38(51,13-56-36)12-55-35-31(48)37(50,10-39)11-54-35)34(59-20)60-29-24(44)21-18(41)7-17(52-2)8-19(21)58-28(29)15-3-5-16(40)6-4-15/h3-8,14,20,22-23,25-27,30-36,39-43,45-51H,9-13H2,1-2H3/t14-,20-,22+,23-,25-,26+,27+,30-,31-,32-,33-,34+,35+,36+,37+,38+/m1/s1
• InChI Key: YAVAWTLXHOTOBW-BXESIGBCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₄₈O₂₃
• Molecular Weight: 872.80 g/mol
• Exact Mass: 872.25863777 g/mol
• Topological Polar Surface Area (TPSA): 352.00 Ų
• XlogP: -3.60
• Atomic LogP (AlogP): -4.16
• H-Bond Acceptor: 23
• H-Bond Donor: 12
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6887	68.87%
Caco-2	-	0.8848	88.48%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.6723	67.23%
OATP2B1 inhibitior	-	0.8623	86.23%
OATP1B1 inhibitior	+	0.8720	87.20%
OATP1B3 inhibitior	+	0.9577	95.77%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.7288	72.88%
P-glycoprotein inhibitior	+	0.6882	68.82%
P-glycoprotein substrate	+	0.7002	70.02%
CYP3A4 substrate	+	0.7058	70.58%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8586	85.86%
CYP3A4 inhibition	-	0.8528	85.28%
CYP2C9 inhibition	-	0.9101	91.01%
CYP2C19 inhibition	-	0.8532	85.32%
CYP2D6 inhibition	-	0.9176	91.76%
CYP1A2 inhibition	-	0.9039	90.39%
CYP2C8 inhibition	+	0.8030	80.30%
CYP inhibitory promiscuity	-	0.8191	81.91%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6033	60.33%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.9078	90.78%
Skin irritation	-	0.8219	82.19%
Skin corrosion	-	0.9504	95.04%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7398	73.98%
Micronuclear	+	0.5874	58.74%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.8758	87.58%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.8998	89.98%
Acute Oral Toxicity (c)	III	0.6058	60.58%
Estrogen receptor binding	+	0.8213	82.13%
Androgen receptor binding	+	0.6981	69.81%
Thyroid receptor binding	+	0.5374	53.74%
Glucocorticoid receptor binding	+	0.6086	60.86%
Aromatase binding	+	0.5954	59.54%
PPAR gamma	+	0.7561	75.61%
Honey bee toxicity	-	0.7111	71.11%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.8108	81.08%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.79%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	98.00%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.75%	89.00%
CHEMBL2581	P07339	Cathepsin D	95.96%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.47%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.14%	86.33%
CHEMBL226	P30542	Adenosine A1 receptor	94.64%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.30%	97.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	94.08%	97.36%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.92%	99.15%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.12%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.82%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	90.69%	91.49%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	88.72%	86.92%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.13%	95.89%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.42%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	86.89%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.69%	99.23%
CHEMBL4208	P20618	Proteasome component C5	86.66%	90.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.49%	92.94%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	86.15%	95.83%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	85.94%	96.69%
CHEMBL2243	O00519	Anandamide amidohydrolase	85.46%	97.53%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.96%	95.89%
CHEMBL242	Q92731	Estrogen receptor beta	83.40%	98.35%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.18%	99.17%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	82.26%	95.53%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.76%	94.33%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	81.07%	93.10%

Plants that contains it

• Viscum angulatum

Cross-Links

• PubChem: 162821288
• LOTUS: LTS0127840
• wikiData: Q105345596